Anna Rose "Rosie" Napravnik (born February 9, 1988) is a former American Thoroughbred horse racing jockey and two-time winner of the Kentucky Oaks. Beginning her career in 2005, she was regularly ranked among the top jockeys in North America in both earnings and total races won. By 2014 she had been in the top 10 by earnings three years in a row and was the highest-ranked woman jockey in North America. In 2011, she won the Louisiana Derby for her first time and was ninth in the 2011 Kentucky Derby with the horse Pants on Fire. In 2012 she broke the total wins and earnings record for a woman jockey previously held by Julie Krone, and became the first woman rider to win the Kentucky Oaks, riding . She won the Oaks for a second time in 2014 on Untapable. She is only the second woman jockey to